CH102030A - Process for the production of ethyl acetate. - Google Patents
Process for the production of ethyl acetate.Info
- Publication number
- CH102030A CH102030A CH102030DA CH102030A CH 102030 A CH102030 A CH 102030A CH 102030D A CH102030D A CH 102030DA CH 102030 A CH102030 A CH 102030A
- Authority
- CH
- Switzerland
- Prior art keywords
- ethyl acetate
- aluminum
- production
- alcohol
- acetaldehyde
- Prior art date
Links
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 title claims description 30
- 238000000034 method Methods 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 10
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 229910052782 aluminium Inorganic materials 0.000 claims description 8
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229960000935 dehydrated alcohol Drugs 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von Essigester. Nach unserm Patent Nr. 68192 kann man Essigester durch Kondensation zweier Mole- küle Acetaldehyd bei Gegenwart von halo- genhaltigem Aluminiumalkoholat als Kataly sator herstellen, indem man Acetaldehyd mit dem Produkt der Einwirkung von Alumi- niumalkoholat auf einen Stoff, der an sich nicht Essigester aus Acetaldehyd zu erzeugen vermag,
zum Beispiel auf eine halogenhal- tige Substanz, zusammenbringt. Bei diesem Verfahren ist die Darstellung zum Beispiel des als Katalysator dienenden chlorhaltigen Aluminiumalkoholates eine zeitraubende, um ständliche, verlustbringende und mit erheb lichem Wärmeverbrauch verbundene Opera tion, da das Aluminium mit einem Über schuss von Alkohol und dem Aluminium chlorid lange erhitzt, der Alkohol abdestil- liert und daa zurückbleibende Alkoholat ge schmolzen und gegebenenfalls wieder gelöst werden muss.
Wir haben nun gefunden, dass man dieses Verfahren wesentlich vereinfachen und fast verlustfrei gestalten kann, wenn man die Herstellung des Katalysators aus Alkohol und Aluminium unter Zusatz von Aluminium chlorid in Gegenwart von Essigester als Verdünnungsmittel vornimmt und die erhal tene Flüssigkeit, gegebenenfalls nach vor heriger Abtrennung von Verunreinigungen, direkt zur Einwirkung auf Acetaldehyd bringt. Die Anwendung von Essigester als Verdünnungsmittel gestattet auch mit der theoretischen Menge oder nur geringem Überschuss an -Alkohol auszukommen.
<I>Beispiel:</I> In eine Mischung von 31 Teilen ent wässertem Alkohol und 100 Teilen Essig ester werden allmählich 1,6 Teile Aluminium chlorid und 4 Teile Aluminiumspäne einge tragen. Sobald die Wasserstoffentwicklung auf gehört hat, werden in die Reaktionslösung 350 Teile wasserfreier Acetaldehyd unter Küh len und Rühren einfliessen gelassen. Nach be endeter Reaktion wird der Essigester ab destilliert und in guter Ausbeute erhal ten.
Process for the production of ethyl acetate. According to our patent no. 68192, ethyl acetate can be produced by the condensation of two molecules of acetaldehyde in the presence of halogen-containing aluminum alcoholate as a catalyst Capable of producing acetaldehyde,
for example on a halogen-containing substance. In this process, the preparation of, for example, the chlorine-containing aluminum alcoholate serving as a catalyst is a time-consuming operation, which is costly and involves considerable heat consumption, since the aluminum is heated for a long time with an excess of alcohol and the aluminum chloride, the alcohol is distilled lated and the remaining alcoholate must be melted and possibly dissolved again.
We have now found that this process can be simplified considerably and made almost loss-free if the preparation of the catalyst from alcohol and aluminum with the addition of aluminum chloride in the presence of ethyl acetate is used as the diluent and the liquid obtained, if necessary after prior separation of impurities, directly affects acetaldehyde. The use of ethyl acetate as a diluent also allows the theoretical amount or only a small excess of alcohol to be used.
<I> Example: </I> 1.6 parts of aluminum chloride and 4 parts of aluminum shavings are gradually added to a mixture of 31 parts of dehydrated alcohol and 100 parts of ethyl acetate. As soon as the evolution of hydrogen has ceased, 350 parts of anhydrous acetaldehyde are allowed to flow into the reaction solution with cooling and stirring. When the reaction has ended, the ethyl acetate is distilled off and a good yield is obtained.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102030X | 1921-09-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH102030A true CH102030A (en) | 1923-11-01 |
Family
ID=5649159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH102030D CH102030A (en) | 1921-09-03 | 1922-08-26 | Process for the production of ethyl acetate. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH102030A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6029479A (en) * | 1998-03-11 | 2000-02-29 | Pattee; Harley J. | Fine particle lint filter |
-
1922
- 1922-08-26 CH CH102030D patent/CH102030A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6029479A (en) * | 1998-03-11 | 2000-02-29 | Pattee; Harley J. | Fine particle lint filter |
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